Cilastatin (MK0791)

cas: 82009-34-5 — see every product listed under this CAS number, including other names

Cilastatin (MK0791) (CAS 82009-34-5) is a chemical reagent available from Chemat. Available pack sizes: 10mg, 100mg, 10mM (in 1ml dmso), 50mg. Offered by: GLPBio.

brandGLPBio
catalog numberGC32162-10
cas82009-34-5
size10mg
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Available pack sizes

brand size price
GLPBio 10mg 629.80 Pln
GLPBio 100mg 1018.28 Pln
GLPBio 10mM (in 1ml dmso) 648.53 Pln
GLPBio 50mg 798.30 Pln

properties

purityNo data
delivery timeTo be confirmed by Chemat
Structural formula: {0} (CAS {1})

Cilastatin is the thioether resulting from the formal oxidative coupling of the thiol group of L-cysteine with the 7-position of (2Z)-2-({[(1S)-2,2-dimethylcyclopropyl]carbonyl}amino)hept-2-enoic acid. It is an inhibitor of dehydropeptidase I (membrane dipeptidase, 3.4.13.19), an enzyme found in the brush border of renal tubes and responsible for degrading the antibiotic imipenem. Cilastatin is therefore administered (as the sodium salt) with imipenem to prolong the antibacterial effect of the latter by preventing its renal metabolism to inactive and potentially nephrotoxic products. Cilastatin also acts as a leukotriene D4 dipeptidase inhibitor, preventing the metabolism of leukotriene D4 to leukotriene E4. It has a role as a xenobiotic, a protease inhibitor, an EC 3.4.13.19 (membrane dipeptidase) inhibitor and an environmental contaminant. It is an organic sulfide, a carboxamide, a non-proteinogenic L-alpha-amino acid and a L-cysteine derivative. It is a conjugate acid of a cilastatin(1-).

Source: ChEBI

Identity
Molecular formulaC16H26N2O5S
Molecular weight358.5 g/mol
IUPAC name(Z)-7-[(2R)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1S)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoic acid
InChIKeyDHSUYTOATWAVLW-WFVMDLQDSA-N
SMILESCC1(C[C@@H]1C(=O)N/C(=C\CCCCSC[C@@H](C(=O)O)N)/C(=O)O)C

Computed by PubChem (NCBI)

Synonyms: Cilastatin, Cilastatina, Cilastatine, Cilastatinum, Cilastatin acid, Cilastin, Cilastatin (INN), Cilastatine [French], Cilastatinum [Latin], CILASTATIN [INN]
Related forms of this compound
(Z)-7-[(2S)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1S)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoic acid C16H26N2O5S
(Z)-7-[(2S)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1R)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoic acid C16H26N2O5S
(Z)-7-[(2R)-2-amino-2-carboxyethyl]sulfanyl-2-[[(1R)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoic acid C16H26N2O5S
(E)-7-(2-amino-2-carboxyethyl)sulfanyl-2-[(2,2-dimethylcyclopropanecarbonyl)amino]hept-2-enoic acid C16H26N2O5S
(Z)-7-[(2R)-2-(15N)azanyl-2-carboxy-1,1,2-trideuterioethyl]sulfanyl-2-[[(1S)-2,2-dimethylcyclopropanecarbonyl]amino]hept-2-enoic acid C16H26N2O5S

Also listed as

Cilastatin Chemat Brand CAS 82009-34-5
Cilastatin, >95% (HPLC) TRC CAS 82009-34-5
Cilastatin/ 99.03% (existing batch purity) TargetMol CAS 82009-34-5
Cilastatin 95% Ambeed CAS 82009-34-5
(Z)-7-(((R)-2-Amino-2-carboxyethyl)thio)-2-((S)-2,2-dimethylcyclopropane-1-carboxamido)hept-2-enoic acid, 95%, 95% Chemat CAS 82009-34-5
Cilastatin, 99.91% MedChemExpress CAS 82009-34-5
Cilastatin (Standard) MedChemExpress CAS 82009-34-5
(Z)-7-[(2S)-2-AMINO-3-HYDROXY-3-OXOPROPYL]SULFANYL-2-[[(1S)-2,2-DIMETHYLCYCLOPROPANECARBONYL]AMINO]HEPT-2-ENOIC ACID, 98%(HPLC),RG Fluorochem CAS 82009-34-5